2-Morpholinoethylamine → HCID 10207250, compound

HRID 1815186Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([C:12]2[C:13]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)=[N:14][C:15](Cl)=[CH:16][CH:17]=2)=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8].[N:27]1([CH2:33][CH2:34][NH2:35])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([C:12]2[C:13]([NH:19][CH2:20][C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)=[N:14][C:15]([NH:35][CH2:34][CH2:33][N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[CH:16][CH:17]=2)=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Reactant 2

HCID 4082852-Morpholinoethylamine

HCID 10294845HCID 10294845, compound

Product 1

HCID 10207250HCID 10207250, compound

Conditions

Temperature: 80 °C

Procedure

A mixture of N-(3,4-dichlorophenyl){6-chloro-2-[(4-pyridylmethyl)amino](3-pyridyl)}carboxamide (18 mg, 0.044 mmol, made from 2,6-dichloronicotinic acid) and 2-morpholin-4-ylethylamine (300 μL) was stirred at 80° C. for 20 h. The reaction mixture was purified on silica gel chromatography to yield N-(3,4-dichlorophenyl){6-[(2-morpholin-4-ylethyl)amino]-2-[(4-pyridylmethyl)-amino](3-pyridyl)}carboxamide. MS (ES+): 501 (M+H)+; (ES−): 499 (M−H)−. Calc'd for C24H26Cl2N6O2—500.15.

Workup

customThe reaction mixture was purified on silica gel chromatography

Sources & evidence

ORD record: ord-7c083e59af9e4930ab94609aac9ebc01
Source dataset: uspto-grants-2005_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06878714B2

Reaction notes

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